59247-52-8Relevant articles and documents
Efficient synthesis of esters through oxone-catalyzed dehydrogenation of carboxylic acids and alcohols
Hou, Fei,Wang, Xi-Cun,Quan, Zheng-Jun
supporting information, p. 9472 - 9476 (2019/01/03)
Since esters are important organic synthesis intermediates, an environmentally friendly oxone catalyzed-esterification of carboxylic acids with alcohols has been developed. A series of carboxylic acid esters are obtained in high yield. This strategy requires mild reaction conditions, providing an attractive alternative for the construction of valuable carbonyl esters. Electron-rich and electron-deficient groups are compatible with the standard conditions and a variety of substrates are demonstrated. Moreover, the reaction could easily be adapted to typical prodrugs, drugs and gram-scale synthesis.
Transmetalation and Reverse Transmetalation on Ortho-Activated Aromatic Compounds: A Direct Route to o,o'-Disubstituted Benzenes
Eaton, Philip E.,Martin, Ronald M.
, p. 2728 - 2732 (2007/10/02)
Mercury Substitution ortho to appropriately activated benzenes was achieved by using the reagent lithium tetramethylpiperidide (LiTMP)/ mercuric chloride.LiTMP provides for lithiation ortho to the activating group; HgCl2 functions as an in situ trap effecting mercury-for-lithium transmetalation.Ortho, ortho'-dimercuration was also observed; this occurs by iteration of the transmetalation process.The effects of major variables on these reactions were studied by using primarily N,N-diethylbenzamide as the activated substrate.Isopropyl benzoate, 2-phenyl-4,4-dimethyloxazoline, etc. were found to behave similarly.The mercurated aromatics could be converted to the corresponding haloaromatics in excellent yield, providing, for example, a good synthesis of o,o'-diiodo-N,N-diethylbenzamide, otherwise difficultly accessible.Reverse transmetalation methodology was employed to prepare o,o'-dilithiated-N,N-diethylbenzamide, which was characterized by its reactions with electrophiles.
